4.8 Article

Copper-Catalyzed Construction of Benzo[4,5]imidazo[2,1-a]isoquinolines Using Calcium Carbide as a Solid Alkyne Source

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ORGANIC LETTERS
卷 23, 期 21, 页码 8407-8412

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c03133

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  1. National Natural Science Foundation of China [21462038]

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This paper presents a method for the synthesis of benzo[4,5]imidazo[2,1-a]isoquinolines using calcium carbide as a solid alkyne source, 2-(2-bromophenyl)benzimidazoles as starting materials, and copper as a catalyst through Sonogashira cross-coupling/nucleophilic addition tandem reactions. The target products can also be synthesized through one-pot three-component reactions of o-phenylenediamines, o-bromobenzaldehydes, and calcium carbide, and both reaction routes can be scaled up to gram scale.
A method for the synthesis of benzo[4,5]imidazo[2,1-a]isoquinolines through Sonogashira cross-coupling/nucleophilic addition tandem reactions using calcium carbide as a solid alkyne source, 2-(2-bromophenyl)benzimidazoles as starting materials, and copper as a catalyst is described. The target products can also be synthesized through one-pot three-component reactions of o-phenylenediamines, o-bromobenzaldehydes, and calcium carbide. Both reaction routes can also be scaled up to gram scale.

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